
Island Estate Vacations from ¥283,952
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The Latest Island Estate Vacation Packages

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Reviewed on May 11, 2026

ChartHouse Clearwater Beach Marina Hotel
Reviewed on May 12, 2026

The Barrymore Hotel Tampa Riverwalk
Reviewed on May 11, 2026


The Marker
Reviewed on Apr 12, 2026
Where to stay in Island Estate

Pass-a-Grille
Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.
Island Estate Hotel Deals

Wyndham Grand Clearwater Beach
We had a fabulous Mother’s Day weekend at Wyndham Grand Clearwater Beach. It also happened to be Country Weekend, which made the experience even more fun and memorable. The entertainment was a huge plus and created such an amazing atmosphere throughout the weekend. The lobby bar staff and pool staff ...
Reviewed on May 12, 2026

The Westin Tampa Bay
elevators not working, pool closed for renovations,noicy hallways ,only one electric charger for cars and always not available.
Reviewed on May 11, 2026

Hilton Clearwater Beach Resort & Spa
Room and property appeared run down. Broken patio door, leaking shower head, broken toilet seat. Bathroom faucet was loose. Room overlooked equipment area so even though it was a “gulf view” it was dirty and noisy and they did a poor job trying to cover the equipment. This was very subpar from what ...
Reviewed on May 11, 2026
Frequently asked questions
Discover the most popular places to visit in Island Estate

John's Pass Village & Boardwalk
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.

Fort De Soto Park
Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Vinoy Park
While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.
Things to do

Sunset Celebration Cruise on Tropics Boat Tours

2 Hour Sunset Cruise in Clearwater, Florida




